Driven for Success: Trucking Payroll & Business Podcast

Here are just a few of the episodes you’ll find inside Driven for Success:

• Episode 56 — Can You Legally Pay a Truck Driver as a 1099 Contractor? Mike breaks down what actually determines whether a truck driver should be classified as a W-2 employee or 1099 independent contractor. He explains why a driver’s preference, an LLC, or an independent contractor agreement does not automatically determine classification, and what trucking companies should look at when evaluating the actual working relationship. [Listen now →]
• Episode 55 — What Happens If the IRS Audits Your Truck Driver Per Diem Program? Are Your Truck Drivers Really 1099 Independent Contractors? Mike walks through some of the biggest warning signs that a driver may look more like an employee than an independent contractor. He explains how financial risk, control over the work, equipment ownership, and the overall business relationship can affect classification — and why getting it wrong can create costly problems later. [Listen now →]
• Episode 54 — 1099 vs. W-2 Truck Drivers: You Don’t Get to Choose Mike explains why worker classification is based on the real relationship between a trucking company and its drivers — not simply the tax form everyone would prefer to use. He covers common misconceptions involving LLCs, contracts, owner-operators, and driver requests while explaining why the facts of the relationship matter most. [Listen now →]
• Episode 53 — 6 Per Diem Questions Trucking Company Owners Ask Most Mike answers some of the most common questions trucking company owners have about per diem, including whether it is legal, which drivers qualify, how much companies can save, what records should be kept, and whether drivers should be allowed to opt out. He also explains what your payroll provider needs to understand to handle per diem correctly [Listen now →]
• Episode 52 — How to Roll Out Truck Driver Per Diem Without Driver Pushback Common Truck Driver Per Diem Questions Answered Mike tackles the per diem questions drivers are most likely to ask before participating in a program. He explains how per diem affects take-home pay, taxable wages, Social Security, and other financial concerns while showing why clear communication can help drivers understand both the benefits and the trade-offs before making a decision. [Listen now →]
• W-2 vs. 1099 for Truckers — What You Need to Know
  Understand the legal and financial risks of misclassification — and how to avoid them.
• What Does Trucking Payroll Really Cost?
  From hidden fees to missed savings, this episode breaks down the true cost of payroll.
• Per Diem in Trucking — The Most Overlooked Driver Pay Strategy
  Learn how per diem can save up to $2,500 per driver per year — and how to do it the right way.

Recent Episodes and Show Topics